N-(4-anilinophenyl)-2-(3-methylphenoxy)acetamide

ID: ALA5288657

Max Phase: Preclinical

Molecular Formula: C21H20N2O2

Molecular Weight: 332.40

Names and Identifiers

Canonical SMILES:  Cc1cccc(OCC(=O)Nc2ccc(Nc3ccccc3)cc2)c1

Standard InChI:  InChI=1S/C21H20N2O2/c1-16-6-5-9-20(14-16)25-15-21(24)23-19-12-10-18(11-13-19)22-17-7-3-2-4-8-17/h2-14,22H,15H2,1H3,(H,23,24)

Standard InChI Key:  LVKYEBOGFSAQOL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -3.2161   -0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9307   -0.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6426   -0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6426    0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9325    1.0317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2161    0.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5015   -0.6174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7869   -0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0722   -0.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0722   -1.4426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3576   -0.2048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569   -0.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9325    1.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7839   -0.6171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7839   -1.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0735   -1.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3569   -1.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4985   -1.8551    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2131   -1.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133   -0.6172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9262   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6410   -0.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6426   -1.4403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9308   -1.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  1  7  1  0
  7  8  1  0
  9  8  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
  5 13  1  0
 14 12  2  0
 15 14  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 12 18  1  0
 16 19  1  0
 19 20  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 25 24  2  0
 20 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5288657

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 332.40

Molecular Weight (Monoisotopic): 332.1525

AlogP: 4.76

#Rotatable Bonds: 6

Polar Surface Area: 50.36

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.78

CX Basic pKa: 0.71

CX LogP: 4.68

CX LogD: 4.68

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.68

Np Likeness Score: -1.51

References

1. Ahamad S, Bhat SA..  (2022)  The Emerging Landscape of Small-Molecule Therapeutics for the Treatment of Huntington's Disease.,  65  (24.0): [PMID:36490325] [10.1021/acs.jmedchem.2c00799]

Source

Source(1):

• Scientific Literature